Top Spots

Green Mountain Lake Loop

Pawling, New York

1.8 mi / 98 ft gain

Corbin Hill and Pawling Nature Reserve via Appalachian Trail

Pawling, New York

12.11 mi / 1978 ft gain

Appalachian Trail: Metro North to Manitou

Pawling, New York

42.19 mi / 6348 ft gain

Cats Rock via Appalachian Trail

Pawling, New York

1.73 mi / 581 ft gain

Pawling Nature Preserve Red Trail

Pawling, New York

5.69 mi / 351 ft gain

Nuclear Lake Loop via Appalachian Trail

Pawling, New York

3.84 mi / 486 ft gain

Egbert via Appalachian Trail

Deer Park, New York

3.89 mi / 220 ft gain

Hike Great Hollow Main Loop

New Fairfield, Connecticut

2.4 mi / 288 ft gain

Hike Great Hollow And Lower Overlook Loop

New Fairfield, Connecticut

4 mi / 800 ft gain

Places to stay

Brewster, New York

Holmestead Woods

From $90 / night

Clinton Corners, New York

Creekside Solitude

From $75 / night

Open Grange Coliving

Downing Wood

From $165 / night

Marlboro, New York

The Lodge

From $950 / night

Marlboro, New York

High- Lonesome Log Cabin

From $275 / night

Guides and stories

5 Reasons to Plan a Summer Getaway to Bear Mountain, New York

Sara Sheehy

Escape the Bustle of New York City with a Weekend at Bear Mountain

The Outbound Collective

Earth Day 2020 Goes Online: How to Get Involved

Jonathan Stull

Quick links